79917-88-7

Usage

Uses

Used in Organic Synthesis:
1,3-Dimethylimidazolium chloride is used as a precursor for the synthesis of various organic compounds due to its reactivity and stability, facilitating the creation of a wide range of chemical products.
Used in Catalysis:
As a component in catalytic processes, 1,3-Dimethylimidazolium chloride enhances the efficiency of chemical reactions, making it a valuable asset in the field of catalysis.
Used in the Production of Ionic Liquids:
1,3-Dimethylimidazolium chloride is utilized in the production of ionic liquids, which are salts that exist in liquid form at relatively low temperatures. These liquids have unique properties, such as low vapor pressure and high thermal stability, and are useful in various industrial applications.
Used in Pharmaceutical Applications:
1,3-Dimethylimidazolium chloride is used as an antimicrobial and antifungal agent in pharmaceutical applications, leveraging its natural ability to combat microbial growth for the development of new treatments and therapies.
Used in Biomedical Applications:
In the biomedical field, 1,3-Dimethylimidazolium chloride's antimicrobial properties are harnessed for potential uses in the development of new materials and solutions for medical and healthcare purposes, contributing to improved patient outcomes and infection control.

InChI:InChI=1/C5H9N2.ClH/c1-6-3-4-7(2)5-6;/h3-5H,1-2H3;1H/q+1;/p-1

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 74-87-3 methylene chloride 
• 4333-62-4 1,3-dimethylimidazolim iodide 
• 603-35-0 triphenylphosphine 
• 288-32-4 1H-imidazole 
• 616-38-6 carbonic acid dimethyl ester 
• 1066-45-1 trimethyltin(IV)chloride 
• 1211417-77-4 (1,3-dimethylimidazol-2-ylidene)borane 
• 1352941-55-9 (1,3-dimethyl-1H-imidazolium-2-yl)trichloroborate 
• 75-09-2 dichloromethane 
• 35487-17-3 1-methylimidazolium chloride 
• 39678-28-9 chlorure de methyl-1 (dinitro-2,4 phenyl)-3 imidazolium 
• 74-89-5 methylamine 
• 18156-74-6 1-(Trimethylsilyl)imidazole 

Downstream Products

• 51800-34-1 norzooanemonin 
• 536755-29-0 N,N'-dimethylimidazolium-2-carboxylate 
• 174899-81-1 1-methyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide 
• 945017-57-2 1,3-dimethyl-1H-imidazol-3-ium hydrogen carbonate 

Relevant academic research and scientific papers

A magnetic ionic liquid based on tetrachloroferrate exhibits three-dimensional magnetic ordering: A combined experimental and theoretical study of the magnetic interaction mechanism

A new magnetic ionic liquid (MIL) with 3D antiferromagnetic ordering has been synthetized and characterized. The information obtained from magnetic characterization was supplemented by analysis of DFT calculations and the magneto-structural correlations. The result gives no evidence for direct iron-iron interactions, corroborating that the 3D magnetic ordering in MILs takes place via super-exchange coupling containing two diamagnetic atoms intermediaries. Liquid attraction: The crystal structure, DFT calculations and magnetic properties of a new magnetic ionic liquid (MIL), Dimim[FeCl 4], which displays 3 D magnetic ordering below 6 K, is presented. The study of its magnetostructural correlations points to the relative importance of two influential factors on the strength of the magnetic interaction of MILs: the spin population into the metal complex anion and the distances and angles between the superexchange pathways, type M-X-X-M (M=Metal and X=halide). Copyright

Reactions of Imidazolio-Phosphides with Organotin Chlorides: Surprisingly Diverse

Reactions of primary imidazolio-phosphides (“imidazolylidene-phosphinidenes”) with R2SnCl2 yield as main products spectroscopically detectable Lewis pairs which undergo base-induced dehydrochlorination in the presence of excess dichlorostannane to afford zwitterionic chloride adducts of distannylated imidazolio-phosphines. In contrast, reactions with R3SnCl proceed under dismutation to furnish mixtures containing imidazolium salts and stannylated (oligo)phosphines P(SnR3)3 and P7(SnR3)3, respectively. DFT studies were used to rationalize the divergent behavior based on the presumption that the reactions proceed under thermodynamic control and the products observed represent the most stable species under the specific reaction conditions. Computational simulation of selected reaction steps provides a model mechanism for Lewis-acid promoted creation of PP-bonds, which is a prerequisite for oligophosphine formation. The computational studies further highlight parallels between reactions of imidazolio-phosphides with Lewis and Br?nsted acids, and allow also to extrapolate the behavior of the P-nucleophiles towards other electrophiles than organotin chlorides.

Mechanism studies of oxidation and hydrolysis of Cu(I)–NHC and Ag–NHC in solution under air

The decomposition of copper(I)–NHC and silver-NHC complexes in solution under air was studied. The Cu(I)–NHCs were oxidized into urea derivatives and hydrolysed into imidazoliums or benzimidazoliums. The decomposition of Ag–NHC with a saturated backbone led to ring-opening product, while the Ag–NHC with an unsaturated backbone led to imidazolium and Ag-bisNHC complex. The effects of steric property, hydrophilicity, and binding energy of NHC to O2 and H2O on the decomposition of Cu(I)–NHC were studied using theoretical calculations. Steric hindrance played an important role on the stability of Cu(I)–NHC. Pathways for the decomposition of Cu(I)–NHC and Ag–NHC were proposed.

Synthesis of Imidazolidinone, Imidazolone, and Benzimidazolone Derivatives through Oxidation Using Copper and Air

A new synthetic method of urea derivatives using copper and air was developed. These mild conditions provided moderate to very good yields for 15 examples (53-93%), while low yields were obtained with sterically hindered substrates (3 examples). The reaction was found to go through an in situ generated copper-N-heterocyclic carbene, which was then oxidized into cyclic urea derivatives possessing alkyl, benzyl, aryl, hydroxy, Boc-protected, and tertiary amine groups.

A design of experiment approach for ionic liquid-based extraction of toxic components-minimized essential oil from Myristica fragrans houtt

The effect of the addition of ionic liquids (ILs) during the hydrodistillation of Myristica fragrans Houtt. (nutmeg) essential oil was studied. The essential oil of M. fragrans is characterized by the presence of terpenes, terpenoids, and of phenylpropanoids, such as methyl eugenol and safrole, that are regarded as genotoxic and carcinogenic. The aim of the work was to determine the best ionic liquid to improve the yield of the extraction of M. fragrans essential oil and decrease the extraction of toxic phenylpropanoids. Six ILs, namely 1,3-dimethylimidazolium chloride (1), 1,3-dimethylimidazolium dimethylphosphate (2), 1-(2-hydroxyethyl)-3-methylimidazolium chloride (3), 1-(2-hydroxyethyl)-3-methylimidazolium dimethylphosphate (4), 1-butyl-3-methylimidazolium chloride (5), and 1-butyl-3-methylimidazolium dimethylphosphate (6), were prepared by previously reported, innovative methods and then tested. An experimental design was used to optimize the extraction yield and to decrease the phenylpropanoids percentage using the synthesized ILs. The influence of the molarity of ILs was also studied. MODDE 12 software established 0.5 M 1-butyl-3-methylimidazolium chloride as the best co-solvent for the hydrodistillation of M. fragrans essential oil.

N-Heterocyclic Carbene Boranes as Reactive Oxygen Species-Responsive Materials: Application to the Two-Photon Imaging of Hypochlorous Acid in Living Cells and Tissues

N-Heterocyclic carbene (NHC) boranes undergo oxidative hydrolysis to give imidazolium salts with excellent kinetic selectivity for HOCl over other reactive oxygen species (ROS), including peroxides and peroxynitrite. Selectivity for HOCl results from the

Ionic liquid preparation method, ionic liquid and applications of ionic liquid in preparation of separation membranes

The invention relates to an ionic liquid preparation method, particularly to an imidazole-based ionic liquid preparation method and a prepared ionic liquid thereof, and applications of the ionic liquid in preparation of separation membranes. The invention provides an ionic liquid preparation method, wherein reactants react in a reaction container to synthesize an ionic liquid, and are imidazole or a substituent-containing imidazole, a hydrogen chloride gas and a carbonate, and the hydrogen chloride gas is introduced into the reaction container from the bottom portion of the reaction container from bottom to top. According to the present invention, the prepared imidazole-based ionic liquid has characteristics of simple synthesis method and low cost; and the synthesized imidazole-based ionic liquid has characteristics of low water content and high purity, and meets the requirement of industrial large-scale production.

Photochemistry of imidazolium cations. Water addition to methylimidazolium ring induced by UV radiation in aqueous solution

The UV-C induced photoaddition of water to N-alkyl-N′-methylimidazolium cations was studied. The main photoreaction products exhibit chemical additions of a proton and a hydroxyl group to either positions 4 or 5 of the imidazolium ring. For unsymmetrical imidazolium cations, two positional isomers were obtained as products. In these cases, the most abundant isomer is the one in which the hydroxyl group adds at the side of the ring having the longer alkyl substituent. Experiments performed in D2O solutions reveal that the additions of proton and hydroxyl group never take place at the same carbon atom, in a reaction that produces equal amounts of diastereoisomers. Moreover, the formation of diastereoisomers at equal proportions suggests that the reaction proceeds in an unconcerted fashion.

Synthesis of tridentate 2,6-bis(imino)pyridyl ruthenium(II) complexes with n-heterocyclic carbene ligands: Activation of imidazolium salts

Low-valent Ru(0) complexes, [η2-N3]Ru(η6-Ar) (1) or {[N3]Ru}2(μ-N2) (2), where Ar = C6H6 or C6H5Me, and [N3] = 2,6-(2,4,6-(CH3/s

A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids

A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.